51294-75-8

Basic information

• Product Name: 4-BROMO-3,5-DIMETHYL-1-PHENYL-1H-PYRAZOLE
• Synonyms: 4-BROMO-3,5-DIMETHYL-1-PHENYL-1H-PYRAZOLE
• CAS NO: 51294-75-8
• Molecular Formula: C₁₁H₁₁BrN₂
• Molecular Weight: 251.12
• Mol File: 51294-75-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 173 °C(Solv: ethanol (64-17-5))
• Boiling Point: 325.8°C at 760 mmHg
• Flash Point: 150.9°C
• Appearance: /
• Density: 1.4g/cm³
• Vapor Pressure: 0.000426mmHg at 25°C
• Refractive Index: 1.613
• PKA: 0.28±0.10(Predicted)
• CAS DataBase Reference: 4-BROMO-3,5-DIMETHYL-1-PHENYL-1H-PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-3,5-DIMETHYL-1-PHENYL-1H-PYRAZOLE(51294-75-8)
• EPA Substance Registry System: 4-BROMO-3,5-DIMETHYL-1-PHENYL-1H-PYRAZOLE(51294-75-8)

Safety Data

• Hazardous Substances Data: 51294-75-8(Hazardous Substances Data)

Usage

General Description

4-Bromo-3,5-dimethyl-1-phenyl-1H-pyrazole is a chemical compound with the molecular formula C11H11BrN2. It is a pyrazole derivative with a bromine atom at the 4-position and methyl groups at the 3- and 5-positions of the pyrazole ring, as well as a phenyl group attached to the pyrazole ring. 4-BROMO-3,5-DIMETHYL-1-PHENYL-1H-PYRAZOLE is used in pharmaceutical research and development, particularly in the synthesis of new drugs and pharmacological studies. It may also be used in organic synthesis and chemical reactions as a reagent or intermediate. Its properties and potential applications make it a valuable tool in various scientific fields.

InChI:InChI=1/C11H11BrN2/c1-8-11(12)9(2)14(13-8)10-6-4-3-5-7-10/h3-7H,1-2H3

Upstream product

• 1131-16-4 3,5-dimethyl-1-phenyl-1H-pyrazole 
• 22042-79-1 3,5-dimethyl-1-phenyl-1H-pyrazole-4-carbaldehyde 
• 123-54-6 acetylacetone 
• 59-88-1 phenylhydrazine hydrochloride 

Downstream Products

• 143032-06-8 Benzenesulfonyl-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)-acetonitrile 
• 387353-96-0 3,5-dimethyl-4-dimethylphenylsilyl-1-phenylpyrazole 
• 1387506-52-6 4-bromo-2,3,5-trimethyl-1-phenyl-1H-pyrazol-2-ium tetrafluoroborate 
• 1387506-41-3 4-bromo-2-ethyl-3,5-dimethyl-1-phenyl-1H-pyrazol-2-ium iodide 
• 1131-16-4 3,5-dimethyl-1-phenyl-1H-pyrazole 
• 1213264-58-4 4-(2,6-dimethylphenyl)-3,5-dimethyl-1-phenyl-1H-pyrazole 
• 1213264-57-3 3,5-dimethyl-4-mesityl-1-phenyl-1H-pyrazole 
• 1157-37-5 (3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)phenylmethanone 
• 20638-31-7 4-bromo-1-phenyl-1H-pyrazole-3,5-dicarboxylic acid 

Relevant articles and documents

R4NHal/NOHSO4: A Usable System for Halogenation of Isoxazoles, Pyrazoles, and beyond

A new convenient and versatile halogenating system (R4NHal/NOHSO4), giving straightforward and general access to halogenated 3,5-diaryl- and alkylarylisoxazoles, pyrazoles and electron-rich benzenes from the corresponding scaffolds, is suggested. The method provides excellent regioselectivity, scalability to the gram scale, and a broad scope for both aromatics and halogens. A three-step, one-pot reaction protocol was developed, and a series of 3,5-diaryl-4-haloisoxazoles has been efficiently synthesized from 1,2-diarylcyclopropanes under suggested nitrosating-halogenating conditions.

Correlation of spectroscopically determined ligand donor strength and nucleophilicity of substituted pyrazoles

The relative ligand donor strengths of 10 pyrazole-derived ligands has been determined with great accuracy, making use of the interdependence between the donor strength of the co-ligand and the 13C NMR chemical shift of the iPr2-bimy carbene signal in trans-[PdBr2( iPr2-bimy)L] complexes (iPr2-bimy = 1,3-diisopropylbenzimidazolin-2-ylidene; L = pyrazole-derived ligand). Even subtle variations in the substitution pattern of the pyrazole backbone up to three bonds away from the coordinating nitrogen could be detected reliably using this methodology. Alkylation experiments conducted on the pyrazoles using electrophiles of varied reactivity (ethyl bromide, ethyl iodide, and trimethyloxonium tetrafluoroborate) served as a benchmark to rank the pyrazoles in three groups of gradually increasing nucleophilicity, which correlated well with their determined donor strength.

Nitrogen-containing heterocycles from metal β-diketonates

Factors determining the reaction of metal β-diketonates with hydrazine, in particular the nature of central metal ion and structure of β-diketonate ligand, are discussed. The possibility for the preparation of other heterocyclic compounds via reaction of metal acetylacetonates with phenylhydrazine, o-phenylenediamine, urea, and thiourea was studied.